Microwave assisted bi-functional activation of β-bromo-tert-alcohols.

Nandini, Kannan and Manjunatha, J. R. and Bettadaiah, B. K. (2015) Microwave assisted bi-functional activation of β-bromo-tert-alcohols. Journal of Chemical Sciences, 127 (8). pp. 1405-1410.

PDF Journal of Chemical Sciences August 2015, Volume 127, Issue 8, pp 1405-1410.pdf - Published Version Restricted to Registered users only Download (534kB)

Abstract

Microwave-assisted dehydration-oxidation of β-bromo-tert-alcohols to afford 2,3-unsaturated ketones in good yield is reported. The reaction of substrates with DMSO in 1:1 ratio (w/v) is promoted by ZnS in a solvent-free condition. A concurrent bi-functional activation of trans-vicinal bromo- and hydroxyl groups with ZnS is elucidated. This is a new observation under microwave and applies to β-bromo-tert-alcohols derived from 1,4-disubstitued-1-cyclohexenes. It is very useful in the synthesis of 2,3-unsaturated ketones derived from monoterpenes which are valuable flavour compounds.

Item Type:	Article
Uncontrolled Keywords:	β-Bromo-tert-alcohols; microwave; bi-functional activation; ZnS; flavour compounds.
Subjects:	500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 24 Organic Chemistry 600 Technology > 08 Food technology > 30 Spices/Condiments
Divisions:	Plantation Products Spices and Flavour Technology
Depositing User:	Food Sci. & Technol. Information Services
Date Deposited:	11 Dec 2015 08:21
Last Modified:	11 Dec 2015 08:21
URI:	http://ir.cftri.res.in/id/eprint/12030

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